The Study Of The Synthesis And Quantitative Structure-Property Relationship For 1,3,5-triazine

With the rapid development of the polymer materials, it is become the focus of attention for the reserch and decelopment of the polymer materials additives. Triazine absorbers as good light stabilizer have broad development prospect.In this paper, three 1,3,5-triazine compounds were successfully synthesized through Friedel-Craft method used cyanuric chloride and benzene as the substrate. The influence of temperature, time and catalyst substrate ratio on the selectivity and ratio of the reaction of benzene with cyanuric chloride catalysis by Lewis acid were investigated. The aim compounds 2,4-dichloro-6-phenyl-1,3,5-triazine and 2,4,6-triphenyl-1,3,5-triazine were got with high selectivity and yield. The reaction mechanism was studied by quantum chemistry calculation method and the transition state was obtained. The results and mechanism of this reaction were discussed through the two aspects of dynamics and thermodynamics.The 22 compounds were synthesized by the cross coupling reaction of cyanuric chloride with different aromatic amines, aromatic alcohols and nitrogenous compounds. The target products were characterized by 1H NMR, IR and HRMS. The maximum absorption wavelength (?max cxp) and the maximum molar absorption coefficient (?max,exp) were obtained by UV spectrophotometer.The computational chemistry methods were used to aid the rational design of 1,3,5-triazines ultraviolet rays absorber compounds. The experimental UV absorption data are in good agreement with those predicted using the Time-Dependent Density Functional Theory(TD-DFT) [B3LYP/6-311G + (d,p)]. It revealed a suitable forecasting model which the maximum absorption wavelength from observed and prediction calculated by TDDFT have certain linear relationship with high correlation coefficient with R=0.9137, P<0.0001.Predictive 3D-QSPR model was established using SYBYL multifit molecular alignment rule. The optimum models were 2a?2i and 3a?3k statistically significant with cross-validated coefficients (Q2 =0.504)>0.5 and conventional coefficients (R2 =0.965)>0.9, indicating they were reliable enough for the maximum absorption wavelength prediction, and their conclusion is consistent with the TD-DFT calculation. It provided a feasible method for predicting the maximum UV absorption wavelength of this kind of material.